Santa's Sissy Shed

By Dex O'Donald

In the gripping and audacious "Santa's Sissy Shed," Naomi Dawson, a bold and successful fashion designer from New York, faces a Christmas Eve like no other. Planning to relive cherished childhood memories, she returns to her small North Carolina hometown with her affluent boyfriend, Alec Hayden. Their destination: the beloved and rustic Santa's Cabin, a symbol of Naomi's simpler past. However, the nostalgic trip takes a wild turn when a fierce blizzard traps them inside with Big Love, the cabin's operator, resident 'Santa', and Naomi's ex-boyfriend.

As the snow piles up outside, tensions mount within the cabin's walls. Alec's true nature surfaces under the pressure, revealing a mix of entitlement and insecurity. Meanwhile, the presence of Big Love rekindles old feelings and complicates the already strained dynamics. The cabin, once a haven of Christmas joy, becomes a battleground where egos clash, secrets unravel, and power shifts in unexpected ways...And Alec finds himself pressured to do things he's not so sure he should!

Throughout the long night, Naomi navigates the turbulent interactions between the men, facing her own dilemmas about love, loyalty, and identity. As the storm outside rages on, so does the storm within, leading to a series of confrontations that are as humorous as they are harrowing.

"Santa's Sissy Shed" is a daring exploration of relationships, societal norms, and the true meaning of empowerment. With its sharp wit, intriguing characters, and a setting that amplifies the drama, this novel promises a holiday experience that is as unconventional as it is unforgettable.

• Language: English
• Publisher: Dex O'Donald
• Release date: Dec 11, 2023
• ISBN: 9798215620489

Dex O'Donald

Premier author of Cuckold erotica. Intense. Graphic. Passionate. I try to bring a twist to the genre that might make some uncomfortable. Hopefully it allows for discomfort and pleasure together.

Book preview

Santa’s Sissy Shed

By Dex O’Donald

All characters depicted in this work of fiction are 18 years of age or older.

Table of Contents

Chapter 1

Chapter 2

Chapter 3

Chapter 4

Chapter 5

Chapter 6

Chapter 7

Chapter 8

All I Want for Christmas…

Putting people in dresses is sort of my thing.

When I moved to New York five years ago I was the one and only black female intern at Femminuccia Fashion - one of the leaders in women’s fashion in the city. Back then the idea that I’d someday end up designing every gown and corset featured at their annual Femminuccia Fashion Winter Ball seemed a stretch.

And yet, here we are.

It’s December 1, 2020, and I’ve done it. Every dress of any importance tonight started off as an idea between a piece of paper and the tip of my pencil. When I look around this elegant room with its superfluous chandeliers and tall marble columns, with some of the richest people in the city flaunting my dresses, I can’t help but feel a surge of pride. I didn’t get here by winning favors or using my physical gifts to climb the corporate ladder. Hell, with an ass like mine I could have made easy money with OnlyFans or TikTok. But that ain’t me.

I’m Naomi Dawson from the hills of the Carolinas, and where I come from, we work for what we want.

Champagne in hand I scan the grand ball room, the amount of wealth and privilege on display is sort of sick - billionaires making the millionaires feel poor, that sort of thing. Old money. Daddy’s money. The only cash I ever took from my father was enough to pay the bus fare from North Carolina to Manhattan. That’s it. I had to earn the rest.

More than a few old white men are sneaking glances in my direction, making sure their wives are in deep enough conversation not to notice their indiscretions. It’s flattering I guess, but really, it’s just amusing. Would one of these old creeps pay a fortune just to have a night alone with me? I’m sure they would. But while I’d love to take their money, I’m not selling myself like a prostitute.

If one of these old rich fucks wanted to marry my black ass, well that’s another story.

I’ve got a red dress on, and it hugs the shape of my body exactly the way I intended it to when I designed it. It fits around my body at the bust, showing off my 34 GG breasts and not leaving a whole lot to the imagination. It runs down the rest of my body like an hourglass, which it damn near is with my waist curving in and all this ass out pushing out. The rest of the dress stretches down my endless legs to the shin, skin smooth as you please. My hair is jet black and straight past my shoulders, eyebrows on fleek, and some full glossy lips that the white ladies in this room would pay surgeons for.

My point is, I’ve got it going on - and everybody in here knows it.

I’m making the rounds and receiving compliments from the higher ups at Femminuccia, each of them tripping over themselves to tell me how much they love my work, when I feel a tug at my arm. It’s Linda, one of my oldest and best friends in the city, and she’s got a look on her face that I’ve seen before - she’s come to gossip.

Look at you Queen! she gasps, taking me over to the side of the room as she accepts two glasses of bubbly from a passing waiter. "I see you saved the best dress for yourself! Half the men in here can’t keep their eyes off you!"

Shit, I giggle, noticing the stare of man somewhere in his early 70’s, it’s more than half. If Grandpa Joe over there don’t quit staring at me soon his wife liable to smack him upside the head with his own walking cane! I can see that Viagra bulge from here, baby.

Linda erupts into a fit of laughter, I can tell she’s drunk.

"Well they aren’t all as old as father time, she catches her breath, in fact the word on the streets is that there’s a rather wealthy young man here tonight…and guess who he’s been asking about?"

I shake my head. Who?

You silly! Linda exclaims. "Who else! I mean for the love of God look at you bitch!"

"Who is he, bitch?"

Linda smiles and shakes her head. Uh-uh, she licks her lips, I’m not telling. You’ll find out soon enough, I’m sure.

Don’t play with me girl - is he cute or not?

He’s young, Linda assures me, and he’s rich.

Are those the same things?

Might as well be, she laughs, looking around the room. "And oh my goodness if it isn’t Prince Charming now, come to court the bell of the ball."

Butterflies swarm in my tummy - Linda is watching someone over my shoulder.

I’ll just leave you two to it, Linda winks, turning to leave.

Girl where you going! I whisper, least you could do is introduce me or something!

Linda’s gone as quickly as she came and when I look back out